data_A1CBU
# 
_chem_comp.id                                    A1CBU 
_chem_comp.name                                  "(4S)-4-(iminomethyl)-3-(isoquinolin-4-yl)-1-[6-(trifluoromethyl)pyridin-3-yl]imidazolidin-2-one" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H14 F3 N5 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2025-05-08 
_chem_comp.pdbx_modified_date                    2025-12-19 
_chem_comp.pdbx_ambiguous_flag                   N 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        385.343 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1CBU 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        9OIX 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
_chem_comp.pdbx_pcm                              Y 
# 
loop_
_chem_comp_atom.comp_id 
_chem_comp_atom.atom_id 
_chem_comp_atom.alt_atom_id 
_chem_comp_atom.type_symbol 
_chem_comp_atom.charge 
_chem_comp_atom.pdbx_align 
_chem_comp_atom.pdbx_aromatic_flag 
_chem_comp_atom.pdbx_leaving_atom_flag 
_chem_comp_atom.pdbx_stereo_config 
_chem_comp_atom.pdbx_n_terminal_atom_flag 
_chem_comp_atom.pdbx_backbone_atom_flag 
_chem_comp_atom.pdbx_c_terminal_atom_flag 
_chem_comp_atom.model_Cartn_x 
_chem_comp_atom.model_Cartn_y 
_chem_comp_atom.model_Cartn_z 
_chem_comp_atom.pdbx_model_Cartn_x_ideal 
_chem_comp_atom.pdbx_model_Cartn_y_ideal 
_chem_comp_atom.pdbx_model_Cartn_z_ideal 
_chem_comp_atom.pdbx_component_atom_id 
_chem_comp_atom.pdbx_component_comp_id 
_chem_comp_atom.pdbx_ordinal 
A1CBU C1  C1  C 0 1 N N R N N N 7.367  -14.338 20.869 1.510  -2.040 -0.482 C1  A1CBU 1  
A1CBU C2  C2  C 0 1 N N N N N N 8.364  -14.642 22.000 -0.009 -2.195 -0.271 C2  A1CBU 2  
A1CBU C3  C3  C 0 1 N N N N N N 8.995  -12.615 20.950 0.508  0.020  -0.549 C3  A1CBU 3  
A1CBU C11 C4  C 0 1 Y N N N N N 5.419  -11.399 21.274 3.308  0.319  1.554  C11 A1CBU 4  
A1CBU C12 C5  C 0 1 Y N N N N N 5.902  -11.439 19.936 3.706  0.493  0.223  C12 A1CBU 5  
A1CBU C13 C6  C 0 1 Y N N N N N 10.617 -13.635 22.578 -1.857 -0.439 -0.200 C13 A1CBU 6  
A1CBU C14 C7  C 0 1 Y N N N N N 10.827 -14.586 23.567 -2.225 0.902  -0.280 C14 A1CBU 7  
A1CBU C15 C8  C 0 1 Y N N N N N 12.050 -14.654 24.209 -3.565 1.226  -0.144 C15 A1CBU 8  
A1CBU C16 C9  C 0 1 Y N N N N N 13.038 -13.754 23.832 -4.486 0.216  0.065  C16 A1CBU 9  
A1CBU C17 C10 C 0 1 Y N N N N N 11.655 -12.756 22.278 -2.841 -1.396 0.012  C17 A1CBU 10 
A1CBU C18 C11 C 0 1 N N N N N N 14.427 -13.815 24.415 -5.945 0.561  0.213  C18 A1CBU 11 
A1CBU F2  F1  F 0 1 N N N N N N 14.888 -12.615 24.729 -6.559 0.545  -1.044 F2  A1CBU 12 
A1CBU F   F2  F 0 1 N N N N N N 14.469 -14.529 25.509 -6.564 -0.378 1.045  F   A1CBU 13 
A1CBU F1  F3  F 0 1 N N N N N N 15.310 -14.366 23.578 -6.069 1.836  0.776  F1  A1CBU 14 
A1CBU N4  N1  N 0 1 Y N N N N N 12.848 -12.811 22.895 -4.105 -1.044 0.136  N4  A1CBU 15 
A1CBU N1  N2  N 0 1 N N N N N N 9.386  -13.601 21.842 -0.517 -0.817 -0.337 N1  A1CBU 16 
A1CBU O   O1  O 0 1 N N N N N N 9.590  -11.580 20.700 0.371  1.224  -0.646 O   A1CBU 17 
A1CBU N2  N3  N 0 1 N N N N N N 7.758  -12.980 20.455 1.696  -0.590 -0.644 N2  A1CBU 18 
A1CBU C   C12 C 0 1 N N N N N N 7.365  -15.362 19.779 2.265  -2.539 0.723  C   A1CBU 19 
A1CBU N   N4  N 0 1 N N N N N N 6.642  -16.423 19.955 3.121  -3.481 0.596  N   A1CBU 20 
A1CBU C4  C13 C 0 1 Y N N N N N 7.033  -12.204 19.508 2.919  0.049  -0.862 C4  A1CBU 21 
A1CBU C10 C14 C 0 1 Y N N N N N 4.338  -10.634 21.608 4.108  0.775  2.559  C10 A1CBU 22 
A1CBU C9  C15 C 0 1 Y N N N N N 3.678  -9.881  20.645 5.316  1.411  2.281  C9  A1CBU 23 
A1CBU C8  C16 C 0 1 Y N N N N N 4.101  -9.886  19.346 5.734  1.597  0.999  C8  A1CBU 24 
A1CBU C7  C17 C 0 1 Y N N N N N 5.225  -10.656 18.958 4.938  1.136  -0.062 C7  A1CBU 25 
A1CBU C6  C18 C 0 1 Y N N N N N 5.719  -10.688 17.626 5.319  1.301  -1.403 C6  A1CBU 26 
A1CBU N3  N5  N 0 1 Y N N N N N 6.774  -11.389 17.241 4.548  0.856  -2.368 N3  A1CBU 27 
A1CBU C5  C19 C 0 1 Y N N N N N 7.397  -12.123 18.170 3.386  0.261  -2.143 C5  A1CBU 28 
A1CBU H2  H1  H 0 1 N N N N N N 6.360  -14.297 21.309 1.828  -2.569 -1.380 H2  A1CBU 29 
A1CBU H3  H2  H 0 1 N N N N N N 7.877  -14.569 22.984 -0.445 -2.802 -1.065 H3  A1CBU 30 
A1CBU H4  H3  H 0 1 N N N N N N 8.801  -15.644 21.880 -0.217 -2.634 0.705  H4  A1CBU 31 
A1CBU H10 H4  H 0 1 N N N N N N 5.914  -11.982 22.036 2.372  -0.168 1.783  H10 A1CBU 32 
A1CBU H11 H5  H 0 1 N N N N N N 10.037 -15.272 23.835 -1.484 1.670  -0.444 H11 A1CBU 33 
A1CBU H12 H6  H 0 1 N N N N N N 12.232 -15.386 24.982 -3.886 2.256  -0.201 H12 A1CBU 34 
A1CBU H13 H7  H 0 1 N N N N N N 11.495 -12.002 21.521 -2.567 -2.439 0.075  H13 A1CBU 35 
A1CBU H1  H8  H 0 1 N N N N N N 7.945  -15.222 18.878 2.083  -2.102 1.693  H1  A1CBU 36 
A1CBU H   H9  H 0 1 N N N N N N 6.701  -17.050 19.178 3.607  -3.803 1.372  H   A1CBU 37 
A1CBU H9  H10 H 0 1 N N N N N N 3.993  -10.614 22.631 3.801  0.641  3.586  H9  A1CBU 38 
A1CBU H8  H11 H 0 1 N N N N N N 2.822  -9.286  20.926 5.931  1.763  3.097  H8  A1CBU 39 
A1CBU H7  H12 H 0 1 N N N N N N 3.574  -9.298  18.609 6.673  2.092  0.799  H7  A1CBU 40 
A1CBU H6  H13 H 0 1 N N N N N N 5.201  -10.103 16.880 6.249  1.795  -1.642 H6  A1CBU 41 
A1CBU H5  H14 H 0 1 N N N N N N 8.253  -12.700 17.854 2.794  -0.074 -2.982 H5  A1CBU 42 
# 
loop_
_chem_comp_bond.comp_id 
_chem_comp_bond.atom_id_1 
_chem_comp_bond.atom_id_2 
_chem_comp_bond.value_order 
_chem_comp_bond.pdbx_aromatic_flag 
_chem_comp_bond.pdbx_stereo_config 
_chem_comp_bond.pdbx_ordinal 
A1CBU N   C   DOUB N N 1  
A1CBU C   C1  SING N N 2  
A1CBU C1  C2  SING N N 3  
A1CBU C1  N2  SING N N 4  
A1CBU C2  N1  SING N N 5  
A1CBU C3  N1  SING N N 6  
A1CBU N1  C13 SING N N 7  
A1CBU O   C3  DOUB N N 8  
A1CBU N2  C3  SING N N 9  
A1CBU C4  N2  SING N N 10 
A1CBU C4  C5  SING Y N 11 
A1CBU C12 C4  DOUB Y N 12 
A1CBU C5  N3  DOUB Y N 13 
A1CBU N3  C6  SING Y N 14 
A1CBU C6  C7  DOUB Y N 15 
A1CBU C7  C8  SING Y N 16 
A1CBU C7  C12 SING Y N 17 
A1CBU C8  C9  DOUB Y N 18 
A1CBU C9  C10 SING Y N 19 
A1CBU C10 C11 DOUB Y N 20 
A1CBU C11 C12 SING Y N 21 
A1CBU C13 C14 SING Y N 22 
A1CBU C13 C17 DOUB Y N 23 
A1CBU C14 C15 DOUB Y N 24 
A1CBU C15 C16 SING Y N 25 
A1CBU N4  C16 DOUB Y N 26 
A1CBU C16 C18 SING N N 27 
A1CBU C17 N4  SING Y N 28 
A1CBU F   C18 SING N N 29 
A1CBU F1  C18 SING N N 30 
A1CBU C18 F2  SING N N 31 
A1CBU C1  H2  SING N N 32 
A1CBU C2  H3  SING N N 33 
A1CBU C2  H4  SING N N 34 
A1CBU C11 H10 SING N N 35 
A1CBU C14 H11 SING N N 36 
A1CBU C15 H12 SING N N 37 
A1CBU C17 H13 SING N N 38 
A1CBU C   H1  SING N N 39 
A1CBU N   H   SING N N 40 
A1CBU C10 H9  SING N N 41 
A1CBU C9  H8  SING N N 42 
A1CBU C8  H7  SING N N 43 
A1CBU C6  H6  SING N N 44 
A1CBU C5  H5  SING N N 45 
# 
loop_
_pdbx_chem_comp_descriptor.comp_id 
_pdbx_chem_comp_descriptor.type 
_pdbx_chem_comp_descriptor.program 
_pdbx_chem_comp_descriptor.program_version 
_pdbx_chem_comp_descriptor.descriptor 
A1CBU SMILES           ACDLabs              14.52   "FC(F)(F)c1ccc(cn1)N1CC(C=N)N(c2cncc3ccccc23)C1=O"                                                                                                 
A1CBU InChI            InChI                1.06    "InChI=1S/C19H14F3N5O/c20-19(21,22)17-6-5-13(9-25-17)26-11-14(7-23)27(18(26)28)16-10-24-8-12-3-1-2-4-15(12)16/h1-10,14,23H,11H2/b23-7+/t14-/m0/s1" 
A1CBU InChIKey         InChI                1.06    XZYITQWBMBTCLK-BUTILUPYSA-N                                                                                                                        
A1CBU SMILES_CANONICAL CACTVS               3.385   "FC(F)(F)c1ccc(cn1)N2C[C@H](C=N)N(C2=O)c3cncc4ccccc34"                                                                                             
A1CBU SMILES           CACTVS               3.385   "FC(F)(F)c1ccc(cn1)N2C[CH](C=N)N(C2=O)c3cncc4ccccc34"                                                                                              
A1CBU SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "c1ccc2c(c1)cncc2N3[C@H](CN(C3=O)c4ccc(nc4)C(F)(F)F)C=N"                                                                                           
A1CBU SMILES           "OpenEye OEToolkits" 3.1.0.0 "c1ccc2c(c1)cncc2N3C(CN(C3=O)c4ccc(nc4)C(F)(F)F)C=N"                                                                                               
# 
loop_
_pdbx_chem_comp_identifier.comp_id 
_pdbx_chem_comp_identifier.type 
_pdbx_chem_comp_identifier.program 
_pdbx_chem_comp_identifier.program_version 
_pdbx_chem_comp_identifier.identifier 
A1CBU "SYSTEMATIC NAME" ACDLabs              14.52   "(4S)-4-(iminomethyl)-3-(isoquinolin-4-yl)-1-[6-(trifluoromethyl)pyridin-3-yl]imidazolidin-2-one"  
A1CBU "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "(4~{R})-4-(iminomethyl)-3-isoquinolin-4-yl-1-[6-(trifluoromethyl)pyridin-3-yl]imidazolidin-2-one" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1CBU "Create component" 2025-05-08 RCSB 
A1CBU "Initial release"  2025-12-24 RCSB 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            A1CBU 
_pdbx_chem_comp_pcm.modified_residue_id                CYS 
_pdbx_chem_comp_pcm.type                               None 
_pdbx_chem_comp_pcm.category                           "Covalent chemical modification" 
_pdbx_chem_comp_pcm.position                           "Amino-acid side chain" 
_pdbx_chem_comp_pcm.polypeptide_position               "Any position" 
_pdbx_chem_comp_pcm.comp_id_linking_atom               C 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   SG 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
